Regatta Landing Real Estate

Welcome to Regatta Landing, an enchanting subdivision nestled in the heart of Naples, Florida, within the stunning Collier County. This picturesque community offers a perfect blend of coastal charm and modern living, making it an ideal destination for families, retirees, and anyone looking to embrace the Florida lifestyle.

Regatta Landing is renowned for its beautifully designed homes, featuring a variety of architectural styles that cater to diverse tastes. Each residence is thoughtfully crafted, showcasing spacious layouts, contemporary amenities, and lush landscaping that enhances the community's serene atmosphere. Many homes boast spectacular views of the nearby waterways, providing a peaceful backdrop for everyday living.

The subdivision is strategically located just minutes from Naples' pristine beaches, where residents can bask in the sun or indulge in a variety of water sports. Additionally, Regatta Landing is conveniently close to a wealth of shopping, dining, and entertainment options, including the upscale boutiques and gourmet restaurants that Naples is famous for. For outdoor enthusiasts, the nearby parks and nature preserves offer an abundance of recreational activities, from hiking and biking to birdwatching and kayaking.

Families will appreciate the highly-rated schools in the area, ensuring a quality education for children of all ages. With its friendly community vibe, Regatta Landing is not just a place to live, but a place to thrive. Whether you're seeking a permanent residence or a seasonal retreat, this charming subdivision invites you to experience the best of Naples living. Come discover your dream home in Regatta Landing, where coastal beauty and community spirit await!

Newest Listings in Regatta Landing

$1,195,000

3 Beds ⋅ 2 Baths ⋅ 226033318 MLS ⋅ Windstar BLDG.

SKIP THE WAITLIST! Windstar on Naples Bay Social Membership is available immediately with this property, offering buyers the opportunity to begin enjoying the Windstar lifestyle without the typical wait. Experience exceptional Southwest Florida living in this First-floor Coach Home in Regatta Landing, offering 2,348 square feet of spacious living with three Bedrooms, two Baths and an attached two-car Garage. Designed to live like a single-family home, this light-filled residence features a desirable split-bedroom floor plan, high ceilings, and an open-concept layout ideal for everyday living and entertaining. The spacious kitchen opens seamlessly to the main living and dining areas and features abundant cabinetry, a pantry, double ovens and a wine cooler. Significant upgrades include impact-resistant windows and doors for added peace of mind, along with an A/C system replaced in 2023. The expansive primary suite is a true private retreat, featuring generous proportions, two custom closets and a spacious primary bath with dual sinks, a soaking tub and oversized separate shower. Two additional bedrooms offer flexibility for guests, family or a home office. One of the home's standout features is the expansive oversized screened lanai, extending the living space outdoors and showcasing peaceful views across Windstar's beautifully maintained golf course. It's an exceptional setting for morning coffee, alfresco dining, entertaining or simply enjoying the Florida lifestyle. Residents of Regatta Landing enjoy a stunning private community pool and spa, along with a social grill area beautifully positioned along the waterway, creating an inviting setting to gather, entertain and enjoy Southwest Florida living. Windstar on Naples Bay offers one of Naples' most distinctive lifestyles, bringing golf, boating and beach living together within one gated community. Residents enjoy access to Windstar's private Keewaydin Island beach with boat transportation aboard the Keewaydin Queen. Optional Club membership opportunities provide access to additional amenities and experiences. Ideally located just minutes from downtown Naples, Fifth Avenue South, Third Street South, exceptional dining, shopping and Naples' renowned Gulf beaches, this residence presents an outstanding opportunity to enjoy the highly sought-after Windstar on Naples Bay lifestyle. Membership is optional, subject to Club approval, and requires a separate purchase.

2534 Windward Ct Unit 15-101, Naples

$1,295,000

2 Beds ⋅ 2.5 Baths ⋅ 226031090 MLS ⋅ Windstar BLDG.

Welcome to 2439 Breakwater Way, Unit 9102 — a beautifully upgraded coach home in Regatta Landing, the newest enclave within the prestigious Windstar on Naples Bay community. This isn't just a home, it's a front-row seat to the boating, golf, and coastal lifestyle Naples is known for. Spanning over 2,600 square feet, this first-floor residence lives large with 2 bedrooms plus a den, 2.5 baths, and a 2-car attached garage. From the moment you walk in, quality is evident: beautiful French Oak hardwood floors run throughout, complemented by crown molding, plantation shutters, and frameless shower doors that elevate every room. The kitchen is a showpiece — stainless KitchenAid appliances, double wall ovens, quartz counters, and under-cabinet lighting come together for a space built for both everyday living and serious entertaining. Step out onto the spacious, fully enclosed lanai and take in tranquil canal and mangrove views — a private, peaceful backdrop that's hard to find this close to the water. Upgraded with glass doors, the lanai stays cool and comfortable year-round while offering the feel of an outdoor living space. Boat dock with lift options are available for purchase just steps behind the home, offering a short ride straight out to Naples Bay and the Gulf of Mexico. Beyond your door, Windstar delivers a resort-caliber lifestyle: a gated, boating and golf community with tennis courts, and a community pool, spa, and grill room just a short walk away. Built in 2017 and offered with quality upgrades throughout, this is a rare opportunity to own in one of Naples' most sought-after waterfront communities — where boating, golf, and bay views come standard.

2439 Breakwater Way Unit 9102, Naples

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